 
data_eric019_sq 
  
_audit_creation_method            'SHELXL-2017/1' 
_shelx_SHELXL_version_number      '2017/1' 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C22 H20 Cu2 O12' 
_chemical_formula_weight          603.46 
  
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Cu'  'Cu'   0.3201   1.2651 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
  
_space_group_crystal_system       trigonal 
_space_group_IT_number            164 
_space_group_name_H-M_alt         'P -3 m 1' 
_space_group_name_Hall            '-P 3 2"' 
  
_shelx_space_group_comment 
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
; 
  
loop_ 
 _space_group_symop_operation_xyz 
 'x, y, z' 
 '-y, x-y, z' 
 '-x+y, -x, z' 
 'y, x, -z' 
 'x-y, -y, -z' 
 '-x, -x+y, -z' 
 '-x, -y, -z' 
 'y, -x+y, -z' 
 'x-y, x, -z' 
 '-y, -x, z' 
 '-x+y, y, z' 
 'x, x-y, z' 
  
_cell_length_a                    18.6055(11) 
_cell_length_b                    18.6055(11) 
_cell_length_c                    6.9528(4) 
_cell_angle_alpha                 90 
_cell_angle_beta                  90 
_cell_angle_gamma                 120 
_cell_volume                      2084.4(3) 
_cell_formula_units_Z             3 
_cell_measurement_temperature     200(2) 
_cell_measurement_reflns_used     5938 
_cell_measurement_theta_min       2.53 
_cell_measurement_theta_max       27.18 
  
_exptl_crystal_description        plate 
_exptl_crystal_colour             blue 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.442 
_exptl_crystal_F_000              918 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.419 
_exptl_crystal_size_mid           0.345 
_exptl_crystal_size_min           0.206 
_exptl_absorpt_coefficient_mu     1.585 
_shelx_estimated_absorpt_T_min    0.556 
_shelx_estimated_absorpt_T_max    0.736 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.5993 
_exptl_absorpt_correction_T_max   0.7455 
_exptl_absorpt_process_details    'APEX3 (Bruker, 2015)' 
_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature       200(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    ? 
_diffrn_measurement_device_type   'Bruker AXS APEX diffractometer' 
_diffrn_measurement_method        'φ and ω scans' 
_diffrn_detector_area_resol_mean  8.33 
_diffrn_reflns_number             13124 
_diffrn_reflns_av_unetI/netI      0.0228 
_diffrn_reflns_av_R_equivalents   0.0376 
_diffrn_reflns_limit_h_min        -23 
_diffrn_reflns_limit_h_max        23 
_diffrn_reflns_limit_k_min        -23 
_diffrn_reflns_limit_k_max        23 
_diffrn_reflns_limit_l_min        -8 
_diffrn_reflns_limit_l_max        8 
_diffrn_reflns_theta_min          2.189 
_diffrn_reflns_theta_max          27.297 
_diffrn_reflns_theta_full         25.242 
_diffrn_measured_fraction_theta_max   0.995 
_diffrn_measured_fraction_theta_full  0.994 
_diffrn_reflns_Laue_measured_fraction_max    0.995 
_diffrn_reflns_Laue_measured_fraction_full   0.994 
_diffrn_reflns_point_group_measured_fraction_max   0.995 
_diffrn_reflns_point_group_measured_fraction_full  0.994 
_reflns_number_total              1701 
_reflns_number_gt                 1441 
_reflns_threshold_expression      'I > 2σ(I)' 
_reflns_Friedel_coverage          0.000 
_reflns_Friedel_fraction_max      . 
_reflns_Friedel_fraction_full     . 
  
_reflns_special_details 
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 Structure factors included contributions from the .fab file. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
; 
  
_computing_data_collection        'Bruker APEX2' 
_computing_cell_refinement        'Bruker SAINT' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick 2008)' 
_computing_structure_refinement 'SHELXL-2017/1 (Sheldrick, 2017)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
_refine_special_details           ? 
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
'w=1/[σ²(Fo²)+(0.0602P)²+1.0901P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      ? 
_atom_sites_solution_secondary    ? 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        . 
_refine_ls_number_reflns          1701 
_refine_ls_number_parameters      80 
_refine_ls_number_restraints      27 
_refine_ls_R_factor_all           0.0420 
_refine_ls_R_factor_gt            0.0348 
_refine_ls_wR_factor_ref          0.0999 
_refine_ls_wR_factor_gt           0.0958 
_refine_ls_goodness_of_fit_ref    1.064 
_refine_ls_restrained_S_all       1.058 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
  
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_site_symmetry_order 
 _atom_site_calc_flag 
 _atom_site_refinement_flags_posn 
 _atom_site_refinement_flags_adp 
 _atom_site_refinement_flags_occupancy 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Cu1 Cu 0.47604(2) 0.52396(2) 0.65549(5) 0.01946(15) Uani 1 2 d S TU P . . 
C1A C 0.07843(16) 0.15764(13) -0.3614(3) 0.124(5) Uani 0.296(3) 1 d DG U P A -1 
H1A1 H 0.048252 0.125166 -0.474623 0.186 Uiso 0.296(3) 1 calc R U P A -1 
H1A2 H 0.043873 0.174932 -0.291468 0.186 Uiso 0.296(3) 1 calc R U P A -1 
H1A3 H 0.091667 0.123618 -0.277182 0.186 Uiso 0.296(3) 1 calc R U P A -1 
C2A C 0.15881(15) 0.23444(15) -0.4255(3) 0.062(2) Uani 0.296(3) 1 d DG U P A -1 
H2AA H 0.145137 0.265928 -0.519038 0.074 Uiso 0.296(3) 1 calc R U P A -1 
H2AB H 0.194116 0.216355 -0.492062 0.074 Uiso 0.296(3) 1 calc R U P A -1 
C3A C 0.20820(12) 0.29210(12) -0.2589(2) 0.0457(14) Uani 0.296(3) 1 d DG U P A -1 
H3AA H 0.219604 0.260897 -0.159835 0.055 Uiso 0.296(3) 1 calc R U P A -1 
H3AB H 0.261843 0.337887 -0.306310 0.055 Uiso 0.296(3) 1 calc R U P A -1 
C1B C 0.08177(16) 0.14459(10) -0.1586(4) 0.124(5) Uani 0.204(3) 1 d DG . P A -2 
H1BA H 0.065664 0.114586 -0.036048 0.186 Uiso 0.204(3) 1 calc R U P A -2 
H1BB H 0.068151 0.104998 -0.264314 0.186 Uiso 0.204(3) 1 calc R U P A -2 
H1BC H 0.051657 0.174850 -0.175770 0.186 Uiso 0.204(3) 1 calc R U P A -2 
C2B C 0.17596(15) 0.20653(10) -0.1581(3) 0.062(2) Uani 0.204(3) 1 d DG . P A -2 
H2BA H 0.195034 0.222051 -0.023743 0.074 Uiso 0.204(3) 1 calc R U P A -2 
H2BB H 0.205282 0.179241 -0.213385 0.074 Uiso 0.204(3) 1 calc R U P A -2 
C3B C 0.19871(12) 0.28520(12) -0.2733(2) 0.0457(14) Uani 0.204(3) 1 d DG . P A -2 
H3BA H 0.259669 0.322219 -0.276325 0.055 Uiso 0.204(3) 1 calc R U P A -2 
H3BB H 0.178286 0.270882 -0.407180 0.055 Uiso 0.204(3) 1 calc R U P A -2 
C4 C 0.18163(8) 0.36325(9) -0.00984(18) 0.0317(7) Uani 1 2 d G T P A . 
C5 C 0.25742(7) 0.38496(6) 0.07674(13) 0.0290(5) Uani 1 1 d G . . . . 
H5 H 0.295877 0.373448 0.013837 0.035 Uiso 1 1 calc R U . . . 
C6 C 0.27649(5) 0.42371(6) 0.25631(12) 0.0245(5) Uani 1 1 d G . . . . 
C7 C 0.22089(7) 0.44179(11) 0.34842(18) 0.0253(6) Uani 1 2 d G T P . . 
H7 H 0.233098 0.466196 0.472791 0.030 Uiso 1 2 calc R U P . . 
C8 C 0.35925(5) 0.44995(6) 0.34799(12) 0.0234(4) Uani 1 1 d G . . . . 
O1 O 0.16162(10) 0.32324(11) -0.18243(19) 0.0484(7) Uani 1 2 d G TU P . . 
O2 O 0.37090(7) 0.48011(7) 0.51341(12) 0.0366(4) Uani 1 1 d G U . . . 
O3 O 0.41075(6) 0.44038(10) 0.25090(16) 0.0342(4) Uani 1 1 d G . . . . 
O4 O 0.43685(12) 0.56316(14) 0.90402(19) 0.0458(7) Uani 1 2 d G T P . . 
  
  
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
  
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Cu1 O2 1.9678 . ? 
Cu1 O2 1.9678(13) 10_665 ? 
Cu1 O3 1.9756(10) 7_666 ? 
Cu1 O3 1.9756(17) 4_556 ? 
Cu1 O4 2.1405(14) . ? 
Cu1 Cu1 2.6569(7) 7_666 ? 
C1A C2A 1.5296 . ? 
C1A H1A1 0.9800 . ? 
C1A H1A2 0.9800 . ? 
C1A H1A3 0.9800 . ? 
C2A C3A 1.5331 . ? 
C2A H2AA 0.9900 . ? 
C2A H2AB 0.9900 . ? 
C3A O1 1.3680 . ? 
C3A H3AA 0.9900 . ? 
C3A H3AB 0.9900 . ? 
C1B C2B 1.5425 . ? 
C1B H1BA 0.9800 . ? 
C1B H1BB 0.9800 . ? 
C1B H1BC 0.9800 . ? 
C2B C3B 1.5308 . ? 
C2B H2BA 0.9900 . ? 
C2B H2BB 0.9900 . ? 
C3B O1 1.3655 . ? 
C3B H3BA 0.9900 . ? 
C3B H3BB 0.9900 . ? 
C4 O1 1.3622 . ? 
C4 C5 1.3944 . ? 
C4 C5 1.3945(19) 11 ? 
C5 C6 1.3959 . ? 
C5 H5 0.9500 . ? 
C6 C7 1.3933 . ? 
C6 C8 1.5045 . ? 
C7 H7 0.9500 . ? 
C8 O2 1.2502 . ? 
C8 O3 1.2554 . ? 
  
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
O2 Cu1 O2 89.55(9) . 10_665 ? 
O2 Cu1 O3 167.6 . 7_666 ? 
O2 Cu1 O3 89.38(14) 10_665 7_666 ? 
O2 Cu1 O3 89.38(8) . 4_556 ? 
O2 Cu1 O3 167.57(9) 10_665 4_556 ? 
O3 Cu1 O3 89.01(14) 7_666 4_556 ? 
O2 Cu1 O4 96.26(6) . . ? 
O2 Cu1 O4 96.26(6) 10_665 . ? 
O3 Cu1 O4 96.16(9) 7_666 . ? 
O3 Cu1 O4 96.16(10) 4_556 . ? 
O2 Cu1 Cu1 83.29(3) . 7_666 ? 
O2 Cu1 Cu1 83.29(7) 10_665 7_666 ? 
O3 Cu1 Cu1 84.29(6) 7_666 7_666 ? 
O3 Cu1 Cu1 84.29(6) 4_556 7_666 ? 
O4 Cu1 Cu1 179.36(5) . 7_666 ? 
C2A C1A H1A1 109.5 . . ? 
C2A C1A H1A2 109.5 . . ? 
H1A1 C1A H1A2 109.5 . . ? 
C2A C1A H1A3 109.5 . . ? 
H1A1 C1A H1A3 109.5 . . ? 
H1A2 C1A H1A3 109.5 . . ? 
C1A C2A C3A 113.4 . . ? 
C1A C2A H2AA 108.9 . . ? 
C3A C2A H2AA 108.9 . . ? 
C1A C2A H2AB 108.9 . . ? 
C3A C2A H2AB 108.9 . . ? 
H2AA C2A H2AB 107.7 . . ? 
O1 C3A C2A 107.8 . . ? 
O1 C3A H3AA 110.2 . . ? 
C2A C3A H3AA 110.2 . . ? 
O1 C3A H3AB 110.2 . . ? 
C2A C3A H3AB 110.2 . . ? 
H3AA C3A H3AB 108.5 . . ? 
C2B C1B H1BA 109.5 . . ? 
C2B C1B H1BB 109.5 . . ? 
H1BA C1B H1BB 109.5 . . ? 
C2B C1B H1BC 109.5 . . ? 
H1BA C1B H1BC 109.5 . . ? 
H1BB C1B H1BC 109.5 . . ? 
C3B C2B C1B 112.4 . . ? 
C3B C2B H2BA 109.1 . . ? 
C1B C2B H2BA 109.1 . . ? 
C3B C2B H2BB 109.1 . . ? 
C1B C2B H2BB 109.1 . . ? 
H2BA C2B H2BB 107.9 . . ? 
O1 C3B C2B 106.5 . . ? 
O1 C3B H3BA 110.4 . . ? 
C2B C3B H3BA 110.4 . . ? 
O1 C3B H3BB 110.4 . . ? 
C2B C3B H3BB 110.4 . . ? 
H3BA C3B H3BB 108.6 . . ? 
O1 C4 C5 119.9 . . ? 
O1 C4 C5 119.9 . 11 ? 
C5 C4 C5 120.1 . 11 ? 
C4 C5 C6 119.7 . . ? 
C4 C5 H5 120.2 . . ? 
C6 C5 H5 120.2 . . ? 
C7 C6 C5 120.5 . . ? 
C7 C6 C8 119.3 . . ? 
C5 C6 C8 120.1 . . ? 
C6 C7 C6 119.3 11 . ? 
C6 C7 H7 120.3 11 . ? 
C6 C7 H7 120.3 . . ? 
O2 C8 O3 125.8 . . ? 
O2 C8 C6 117.1 . . ? 
O3 C8 C6 117.1 . . ? 
C4 O1 C3B 128.3 . . ? 
C4 O1 C3A 121.1 . . ? 
C8 O2 Cu1 124.1 . . ? 
C8 O3 Cu1 122.4 . 7_666 ? 
  
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
C1A C2A C3A O1 -65.0 . . . . ? 
C1B C2B C3B O1 63.2 . . . . ? 
O1 C4 C5 C6 -178.1 . . . . ? 
C5 C4 C5 C6 4.1 11 . . . ? 
C4 C5 C6 C7 -0.8 . . . . ? 
C4 C5 C6 C8 -178.0 . . . . ? 
C5 C6 C7 C6 -2.4 . . . 11 ? 
C8 C6 C7 C6 174.7 . . . 11 ? 
C7 C6 C8 O2 6.7 . . . . ? 
C5 C6 C8 O2 -176.1 . . . . ? 
C7 C6 C8 O3 -172.6 . . . . ? 
C5 C6 C8 O3 4.6 . . . . ? 
C5 C4 O1 C3B 14.1 . . . . ? 
C5 C4 O1 C3B -168.1 11 . . . ? 
C5 C4 O1 C3A 10.4 . . . . ? 
C5 C4 O1 C3A -171.8 11 . . . ? 
C2B C3B O1 C4 71.0 . . . . ? 
C2A C3A O1 C4 167.0 . . . . ? 
O3 C8 O2 Cu1 2.60(7) . . . . ? 
C6 C8 O2 Cu1 -176.65(7) . . . . ? 
O2 C8 O3 Cu1 -2.03(10) . . . 7_666 ? 
C6 C8 O3 Cu1 177.23(10) . . . 7_666 ? 
  
_refine_diff_density_max    0.854 
_refine_diff_density_min   -0.267 
_refine_diff_density_rms    0.080 
  
  
  
  
